Glycine, N-acetyl-N-phenyl- → (1R, 2R, 3S)-2,3-bis(hydroxymethyl)-1-cyclobutylamine N-acetyl-L-phenylglycine

HRID 374265

반응식

HRID 374265 반응식
[OH:1][CH2:2][CH:3]1[CH:6]([CH2:7][OH:8])[CH2:5][CH:4]1[NH2:9].[CH3:10][C:11]([N:13]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:14][C:15]([OH:17])=[O:16])=[O:12]>CO>[OH:1][CH2:2][C@@H:3]1[C@@H:6]([CH2:7][OH:8])[CH2:5][C@H:4]1[NH2:9].[CH3:10][C:11]([N:13]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:14][C:15]([OH:17])=[O:16])=[O:12]

참가 물질

4

반응물 2

HCID 68483Glycine, N-acetyl-N-phenyl-HCID 197942472,3-Bis(hydroxymethyl)-1-cyclobutylamine

생성물 1

HCID 131717654(1R, 2R, 3S)-2,3-bis(hydroxymethyl)-1-cyclobutylamine N-acetyl-L-phenylglycine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

913 mg of (1RS, 2RS, 3SR)-2,3-bis(hydroxymethyl)-1-cyclobutylamine was dissolved in 30 ml of methanol. Then 1340 mg of N-acetyl-L-phenylglycine was added thereto to form salt. The reaction mixture was concentrated under reduced pressure. 15 ml of isopropyl alcohol was added to the residue followed by fractional recrystallization. Thus 403.8 mg of (1R, 2R, 3S)-2,3-bis(hydroxymethyl)-1-cyclobutylamine/N-acetyl-L-phenylglycine salt was obtained.

후처리

  1. customto form salt
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. addition15 ml of isopropyl alcohol was added to the residue
  4. customfollowed by fractional recrystallization

출처 및 근거

ORD 기록
ord-f8c228103fd845eda2655b4240e94594
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05166397

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